Chem. J. Chinese Universities ›› 1988, Vol. 9 ›› Issue (3): 292.
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Yue Baozhen, Gu Songli, Cai Monshen
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Abstract: 8-Bromo-4′ 7-dihydroxy isoflavone(Ⅴ) was synthesized from 2-bromorecercinol (Ⅱ).Debromonation occurs unexpectedly by using BF3-ether as Lewis acid in F.Creaction between Ⅱ and p-methoxy-phenylacetic acid.Demethoxylation of 3-brpmo-2,4-dihydroxy,4′-methpxy .deoxybenzoin(Ⅲ) was carried out in CH3CN at - 10℃ with excess of BBr3 (1:10mol).3-bromd-2,4,4′-trihydroxydeoxybenzoih(Ⅳ) was cyclized with N,N-dimethyl formamide dimethyl acetal to give Ⅴ,and a by product, 4′,7-dimethoxyisoflavone, was also isolated, Ⅳ was also prepared by the direct bromination of 2,4,4′ -trihydroxydepxybenzoin.
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Yue Baozhen, Gu Songli, Cai Monshen . Studies on Flavonoids (Ⅵ)——Synthesis of the 8-Bromo-4′,7-Dihydroxyisoflavone[J]. Chem. J. Chinese Universities, 1988, 9(3): 292.
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